KEGG   ENZYME: 1.14.13.49Help
Entry
EC 1.14.13.49               Enzyme                                 

Name
(S)-limonene 7-monooxygenase;
(-)-limonene 7-monooxygenase;
(-)-limonene hydroxylase;
(-)-limonene monooxygenase;
(-)-limonene,NADPH:oxygen oxidoreductase (7-hydroxylating)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
(S)-limonene,NADPH:oxygen oxidoreductase (7-hydroxylating)
Reaction(IUBMB)
(S)-limonene + NADPH + H+ + O2 = (-)-perillyl alcohol + NADP+ + H2O [RN:R02470]
Reaction(KEGG)
Substrate
(S)-limonene;
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
(-)-perillyl alcohol [CPD:C02452];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
High specificity, but NADH can act instead of NADPH, although more slowly. A heme-thiolate protein (P-450).
History
EC 1.14.13.49 created 1992, modified 2003
Pathway
Monoterpenoid biosynthesis
Limonene and pinene degradation
Biosynthesis of secondary metabolites
Orthology
K07382  
(S)-limonene 7-monooxygenase
K14732  
limonene hydroxylase
K17719  
cytochrome P450, family 2, subfamily C, polypeptide 9
K17721  
cytochrome P450, family 2, subfamily C, polypeptide 19
Genes
HSA: 
1557(CYP2C19) 1559(CYP2C9)
PTR: 
PPS: 
MCF: 
102147103(CYP2C75)
TUP: 
Taxonomy
Reference
1  [PMID:2297225]
  Authors
Karp F, Mihaliak CA, Harris JL, Croteau R.
  Title
Monoterpene biosynthesis: specificity of the hydroxylations of (-)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata), and perilla (Perilla frutescens) leaves.
  Journal
Arch. Biochem. Biophys. 276 (1990) 219-26.
  Organism
Perilla frutescens
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
UM-BBD (Biocatalysis/Biodegradation Database): 
BRENDA, the Enzyme Database: 
CAS: 
122653-75-2

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